Pet Sitting & Drop Ins in Clarke Square, Milwaukee, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Clarke Square pet sitters

“Maiah was AMAZING and so sweet!! She took great care of my cat while I was on vacation and did one extra visit because my flight had got canceled. I'd definitely have her cat sit for me again!!”


“Vilma was an excellent to my cat and sent daily updates. Could not be happier with her care of my cat and she’s responded quickly to any questions. Will definitely book again!”


“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”


“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”


About: I have spent my whole life surrounded by family dogs (mainly the bigger breeds). I got my first dog on my own almost 5 years ago and my 2nd last year. I have seen and cared for dogs in all stages. I do work full time with a flexible hourly schedule and can help with care as needed. Currently I work 9-5 and I walk my boys every night and can make most scheduling needs work! I have a fenced in yard and 2 friendly dogs myself. While I’m home the dogs can all be interactive together in and outside, while also being walked. While away from home and for sleeping dogs will be crated for safety purposes (never longer than 8 hrs for work)

“Lisa was spectacular. We have already booked her again and we haven't been home for twelve hours. Punctual, professional, she clearly made our reticent pet comfortable and somehow got him out of his shell. I would recommend her unequivocally and without reservation. Awesome!”


“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”


About: I’ve had at least 1 pet my entire life, so I’m no stranger to caring for pets in my home. Beginning in middle school and until now, I’ve been entrusted by family, friends, and coworkers to take care of their pets while they’re away. I have experience with house visits, walking or dog park trips, and overnight care. While I don’t have direct experience with pets who require medical attention, I’d be happy to learn with you. I do have experience with senior pet care. Overall, I guarantee I’ll take care of your pet like my own! I recently graduated from PA school and am job searching currently, so I have plenty of time to play with your pets! I’m available for daytime care or overnight care daily. When looking after your pet, I will always take care of them like my own. I’m happy to play with them in the yard, take them on walks or to the park, lounge with them on the couch on a rainy day, or crate them if needed. I can stick to strict meal or medication times and will ensure they have potty breaks with appropriate clean up.

“Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.”


About: I grew up with Cavalier King Charles Spaniels and have experience with a variety of breeds, temperaments, and ages of pets. I am reliable, adaptable, and thorough to ensure your pet is well-loved and cared for while you're away. I am active, detail oriented and can be flexible to your dog’s schedules and habits. I have an adaptable schedule currently which can accommodate a variety of walks during the day. I appreciate the way pets are often family and am happy to treat them as such. I will be diligent about ensuring your pets receive excellent exercise, socialization, and detail-oriented care while you’re away.

About: What sets me apart is the level of love, patience, and attention I give to every pet in my care. Whether it’s a bouncy puppy learning the ropes or a sweet senior needing extra support, I tailor my care to fit each pet’s unique needs. I have experience with basic puppy training, including leash manners, crate comfort, and potty routines. I’m also confident caring for senior dogs—administering medication, helping with mobility, and making sure they feel safe, comfortable, and cared for. Your pet won’t just get a sitter—they’ll get a new friend who truly cares, communicates well, and treats them like family. As a student with a very flexible school schedule, I’m able to plan my days around pet care pretty easily—as long as I have a little notice, I can make it work! I love spending time with animals, whether it's getting outside for a good walk or just hanging out at home. On weekends, you can usually find me curled up with a furry friend or two—it’s honestly my favorite way to relax. Whether I’m caring for pets in my home or in yours, safety and comfort are always my top priorities. I make sure pets feel secure, loved, and right at home—whether that means sticking to their usual routine, keeping their environment calm, or giving them extra one-on-one attention. In your home, I’m respectful of your space and follow all instructions carefully—from feeding schedules to walk times and any special quirks your pet may have. In my home, I keep things clean, cozy, and pet-friendly, with lots of snuggle spots and safe spaces to relax. Building trust with both pets and their people is important to me, and I always aim to communicate clearly and keep you updated so you feel at ease while you're away.

“Vanessa was amazing! She followed all the instructions to perfection. She was super sweet caring and loving with our pups, you can clearly see they like her. She was super responsable and always arrived on time! Definitely will book again! 100% recommended!”


“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”


About: Growing up we had three dogs and they all lived very long lives and unfortunately passed within the span of a few months. We rescued two beautiful cocker spaniels Charlie and Minx to go along with our family dog Maya who was coincidentally a cocker spaniel. My job in the family was always to take care of the cats, dogs, and rabbits. I loved taking care of animals and my favorite activity was going for walks with the dogs. I currently am enrolled at MATC and am in the radiography program. I have a long break before registration for the Radiography petition window is open and would love to spend my extra free time taking care of pets. I also set my availability as available for all days of the week to accommodate last minute appointments. From our cat Moo to my leopard gecko Richard all of the animals in my house are pampered daily. I would treat each clients animal the same way that I treat mine. All animals are treasures and we as humans are honestly blessed to get to take care of them. All animals have different personalities and I believe that each one requires different kinds of care. Some animals loved to be touched and held whereas some are hesitant at first or it may make them anxious. Being able to respect and discern these traits early on will help make the animal feel more relaxed and trust you.

About: As a physician assistant student, I’m looking to earn some extra cash to help pay off my student loans while doing something I love❣️ I care for people every day, so let me extend that same care to your beloved pets! With over 10 years of experience, a passion for animals, and an active lifestyle, I’m the perfect match for your furry friend. Whether they love long walks, playtime, or just some extra attention, I’m here to make sure they’re happy and well cared for! I’m a full-time clinical student with a dynamic schedule that changes often. To make things easier, I’ll keep my availability updated on my profile, so you’ll always know when I’m free! I’m super flexible and happy to work during the week, weekends, and even overnight stays. Unfortunately, my apartment complex doesn’t allow overnight stays for dogs. However, I’d be more than happy to stay at your home to care for your beloved furry family member! ❤️🐶🐱

About: Spending time outdoors and staying active is a huge part of my life — I'm a fitness trainer by profession, so daily walks, runs, and playtime are second nature to me. Whether your pup loves long strolls or your cat needs a calm companion while you're away, I’m here to help. I grew up in a home where caring for animals was a part of daily life — both of my parents are veterinarians. Because of that, I’ve been comfortable around dogs and cats of all sizes, breeds, and temperaments from a young age. I understand how to read their body language and give them the care and attention they deserve. Your pet’s safety, happiness, and well-being are always my top priorities! I am available all weekdays 10am-5pm. However, I am very flexible if needed just let me know any special requests! I will be the most to be accommodating. I have great confidence taking care of your animals since I have grown up around them! For walks, please have a collar and leash provided for use.

“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”


“We booked Cassandra for midday walks and we are so pleased with the care she provided Frankie with! She is communicative, kind, timely, and met all of our expectations. Thank you Cassandra!”

Loving pet sitters in your neighborhood
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Keisha P.Star Sitter

“Thank you Keusha!”


Maiah D.Star Sitter

“Maiah was AMAZING and so sweet!! She took great care of my cat while I was on vacation and did one extra visit because my flight had got canceled. I'd definitely have her cat sit for me again!!”


Vilma C.Star Sitter

“Vilma was an excellent to my cat and sent daily updates. Could not be happier with her care of my cat and she’s responded quickly to any questions. Will definitely book again!”


Berenice B.


“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”


Emily R.
Star Sitter


“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”


Kira H.
“Kira is the first person I think of when it comes to watching my babies. She understands how important they are to me, knows and respects how I train them, and has always been there no matter what. I found out I was going out to sea for a month and she automatically agreed to watch my PUPPY. She didn’t care that she was still potty training, she continued with it and was the best for my baby. I would only trust her.”


Lisa W.Star Sitter

“Lisa was spectacular. We have already booked her again and we haven't been home for twelve hours. Punctual, professional, she clearly made our reticent pet comfortable and somehow got him out of his shell. I would recommend her unequivocally and without reservation. Awesome!”


Megan D.Star Sitter

“Megan was awesome and took great care of my cat while I was out of town! Very thorough and sent awesome drop in reports! Would highly recommend!!!”


Angela R.Star Sitter

“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”


Sydnee E.
“Sydnee is an excellent pet sitter. Her love for animals is apparent right away. She spends lots of time with them just petting them or being active, whichever the pet/owner prefers. She has taken great care of my dog and cats.”


Avery P.Star Sitter

“Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.”


Abigail R.
“Abigail was a great and responsible sitter. She took my last-minute booking request and my dog loved her! My dog was immediately comfortable with her upon her suggestion to meet before we made our decision. She made me feel comfortable with leaving my home to her while we were away on vacation abroad and she's always been flexible and accommodating with our changing family schedule. It was nice knowing my home and doggo were so well cared for. The pictures were great to receive along the way. Thanks so much, Abbigail.”


Claire V.
“Claire was wonderful with my dogs. I have two golden doodles and she sent me so many pictures and kept in touch as much as I wanted and very responsive.”


Vanessa B.

“Vanessa was amazing! She followed all the instructions to perfection. She was super sweet caring and loving with our pups, you can clearly see they like her. She was super responsable and always arrived on time! Definitely will book again! 100% recommended!”


Kristine K.Star Sitter

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”


Alexander A.
“I really appreciate how well Alex takes care of my dogs, Stinky and Princess. They absolutely love spending time with him!" I know when my dogs are with him they are safe and will have a great time! I highly recommend him.”


Jessica B.
“I highly recommend Jessica to care for your pets! She has tons of experience and such a friendly, caring personality. She watched my dog for a weekend and kept me updated with photos and messages, which gave me so much peace of mind. I’d recommend her to anyone looking for a reliable and loving pet sitter!”


Gillian H.
About: Spending time outdoors and staying active is a huge part of my life — I'm a fitness trainer by profession, so daily walks, runs, and playtime are second nature to me. Whether your pup loves long strolls or your cat needs a calm companion while you're away, I’m here to help. I grew up in a home where caring for animals was a part of daily life — both of my parents are veterinarians. Because of that, I’ve been comfortable around dogs and cats of all sizes, breeds, and temperaments from a young age. I understand how to read their body language and give them the care and attention they deserve. Your pet’s safety, happiness, and well-being are always my top priorities! I am available all weekdays 10am-5pm. However, I am very flexible if needed just let me know any special requests! I will be the most to be accommodating. I have great confidence taking care of your animals since I have grown up around them! For walks, please have a collar and leash provided for use.


Jahaira C.

“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”


Cassandra M.

“We booked Cassandra for midday walks and we are so pleased with the care she provided Frankie with! She is communicative, kind, timely, and met all of our expectations. Thank you Cassandra!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Clarke Square.
Rover makes it easy to find Clarke Square pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
